81304-91-8Relevant academic research and scientific papers
Stereoselective Synthesis of C-Vinyl Glycosides via Palladium-Catalyzed C?H Glycosylation of Alkenes
Chen, Gong,He, Gang,Qiao, Tianjiao,Sun, Qikai,Wang, Quanquan,Zhang, Huixing
supporting information, p. 19620 - 19625 (2021/08/09)
C-vinyl glycosides are an important class of carbohydrates and pose a unique synthetic challenge. A new strategy has been developed for stereoselective synthesis of C-vinyl glycosides via Pd-catalyzed directed C?H glycosylation of alkenes with glycosyl chloride donors using an easily removable bidentate auxiliary. Both the γ C?H bond of allylamines and the δ C?H bond of homoallyl amine substrates can be glycosylated in high efficiency and with excellent regio- and stereoselectivity. The resulting C-vinyl glycosides can be further converted to a variety of C-alkyl glycosides with high stereospecificity. These reactions offer a broadly applicable method to streamline the synthesis of complex C-vinyl glycosides from easily accessible starting materials.
PHOTOCYCLIZATION OF N-- AND N-PHTHALIMIDES SYNTHESIS OF SPIRO-NITROGEN MULTICYCLIC SYSTEMS
Machida, Minoru,Oda, Kazuaki,Kanaoka, Yuichi
, p. 4995 - 5002 (2007/10/02)
Photolysis of the N-phthalimides 6b-e in each case gave a pair of stereoisomers of spiro-nitrogen multicyclic systems (9b-e) in moderate yields, whose stereochemistry was determined by means of chemical and spectroscopic analyses.Similary, in N--phthalimides (8), spiro-nitrogen makrocycles up to 13-membered 13a-e were obtained in good yields.
